3-(3,4-dimethylphenylsulfonyl)-5-(piperidin-1-yl)thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidine

ID: ALA2165789

Cas Number: 892735-27-2

PubChem CID: 18560323

Max Phase: Preclinical

Molecular Formula: C20H21N5O2S2

Molecular Weight: 427.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)c2nnn3c2nc(N2CCCCC2)c2sccc23)cc1C

Standard InChI:  InChI=1S/C20H21N5O2S2/c1-13-6-7-15(12-14(13)2)29(26,27)20-19-21-18(24-9-4-3-5-10-24)17-16(8-11-28-17)25(19)23-22-20/h6-8,11-12H,3-5,9-10H2,1-2H3

Standard InChI Key:  OGDYAHPBIPJVLH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.9318   -8.4383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1056   -7.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4018   -6.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7836   -5.6585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4617   -6.1276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2241   -6.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5711   -6.1927    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4727   -5.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2600   -8.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8377   -8.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -6.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -6.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4558   -7.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8771   -8.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -8.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6281   -7.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4692   -9.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 20 21  1  0
 21 22  1  0
  4 23  2  0
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 27  4  1  0
 25 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165789

   3-[(3,4-Dimethylphenyl)sulfonyl]-5-piperidin-1-ylthieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 427.56

Molecular Weight (Monoisotopic): 427.1137

AlogP: 3.78

#Rotatable Bonds: 3

Polar Surface Area: 80.46

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.31

CX LogD: 5.31

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -2.27

References

1. Anderson MO, Zhang J, Liu Y, Yao C, Phuan PW, Verkman AS..  (2012)  Nanomolar potency and metabolically stable inhibitors of kidney urea transporter UT-B.,  55  (12): [PMID:22694147] [10.1021/jm300491y]

Source

Source(1):

• Scientific Literature